(R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(((allyloxy)carbonyl)amino)propanoic acid

Name: (R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(((allyloxy)carbonyl)amino)propanoic acid
Brand: ChemScene
Availability: InStock
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CAS No. 178924-05-5
Cat. No. CS-0100964
Purity≥98%
MDL No.MFCD01076137

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(R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(((allyloxy)carbonyl)amino)propanoic acid|CS-0100964

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Description

(R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(((allyloxy)carbonyl)amino)propanoic acid features a chiral backbone with orthogonal protecting groups: the fluorenylmethyl (Fmoc) moiety enables reliable N-terminal protection in peptide synthesis, while the allyloxycarbonyl group offers orthogonal deprotection under mild conditions. This combination facilitates sequential coupling and selective removal during complex peptide assembly. The molecule exhibits excellent solubility in common organic solvents and stability under standard bench conditions, simplifying handling and integration into automated workflows.

Application

(R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(((allyloxy)carbonyl)amino)propanoic acid serves as a robust chiral building block for peptide synthesis, enabling efficient incorporation of protected amino acids via standard coupling protocols. The Fmoc group ensures orthogonal deprotection under mild basic conditions, while the allyloxycarbonyl moiety provides complementary stability and selective removal via palladium-catalyzed cleavage. Its bench-stable nature and compatibility with diverse reaction conditions facilitate streamlined synthetic workflows in medicinal chemistry and peptide library development.

General Information

CAS No. 178924-05-5
Cat. No. CS-0100964
Purity ≥98%
MDL No. MFCD01076137
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₂H₂₂N₂O₆
Molecular Weight 410.42
Synonym(s) N-ALPHA-(9-FLUORENYLMETHYLOXYCARBONYL)-N-BETA-ALLYLOXYCARBONYL-D-2,3-DIAMINOPROPIONIC ACID
SMILES O=C(O)[C@@H](CNC(OCC=C)=O)NC(OCC1C2=C(C3=C1C=CC=C3)C=CC=C2)=O

Computational Chemistry Data

TPSA 113.96
LogP 2.8905
H_Acceptors 5
H_Donors 3
Rotatable_Bonds 8

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Other Classifications

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Life Science Amino Acids and their Derivatives Alanine and derivatives

Chemical Biology Peptide Chemistry Amine Protection

Chemical Biology Peptide Chemistry Unnatural Amino Acid Derivatives

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(R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(((allyloxy)carbonyl)amino)propanoic acid

CAS No. 178924-05-5

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